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Allie K. Miller Allie K. Miller is an Influencer

#1 Most Followed Voice in AI Business (1.5M) | Leading AI Entrepreneur & Advisor | Former Amazon, IBM | LinkedIn Top Voice | @alliekmiller on Instagram, X, TikTok

Exactly two years ago, I quit a high-paying (and awesome!) job at Amazon to start a company. Maybe some of you are thinking about a similar leap and will benefit from this reflection. Or maybe it's just for future me to read back on this and be like "yeah, you did the damn thing, stop doubting yourself” 💪 ↓ ↓ ↓ ⭐️ PROS ⭐️ - still working insane hours but more in control of my time and can set aside space to think and plan - less bureaucracy (not Amazon-specific, any bigger company will feel that way) - crazy fast iteration speed, pivots, builds, tool adoption, testing, launching; we can test a tool in the morning, buy it, and change our entire workflow, all in the same day - made a lot less money for honestly 6 months spinning things up, now make more (I made a full financial plan before leaving, def recommend) - very high agency, can say yes/no to any client, freaking love my clients and team - more flexibility, can meet fellow Al leaders and multipreneurs, can work from home/road/plane/walk, big shoutout to Ethan, Cassie, Sinead, Rachel, Conor, Alexander for being some of my closest collaborators - team can get in lightning-focused deep work mode and pull off magic, very little distraction - obsessed with running an Al-first team and feel like we're literally reinventing work every day - a lot of days are scary, I’m pushing myself outside my comfort zone often and loving it 😶 CONS 😶 - holy heck, way more legal, financial, and admin work than I was expecting (accounting, contracts, banks, quickbooks, legal reviews, NDAs, taxes); partially solved by Al, tools, and having an amazing agent, accountant, lawyer, and exec assistant - less access to enterprise-grade research/data (AWS is filled with thousands of brilliant people and some Slack threads are just streams of intelligence + free enterprise seats to stuff like CB Insights); partially solved by consulting partnerships - miss the AWS team; already hired one of them and still collab/hang with many - been dealing with scarcity mindset and provider mode; I'm working with my amazing exec coach Deborah on this, have done a lot of work on it in the last two years, looking fwd to more - it takes consistent bravery to run your own business; it can be exhausting - way more travel than expected - feels like we're just getting started One of my bigger realizations is that the entrepreneur life is not better or worse than big tech, it's just different. If you're a business owner, give a shout in the comments. I've been in your shoes only two years and have the utmost respect for you, your passion, and your conviction. Seriously.

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Ray Estevez

Data & Technology Strategic Advisor- CIO / CTO / CDO with a 30+ years' successful track record. Offering data management, cybersecurity, IT strategy, and M&A due diligence services. Let's optimize your business together.

2w

Allie, thanks for sharing. I am 6 months into my "new business" journey, and can relate to most of your pros & cons. I will reflect and post my own thoughts/experience in 6 months.

Oz Waknin

Executive Managing Partner @ Nobus-group & Founder @ Nuntiux - MBA #CloudComputing #GenAI voice

2w

Love the honesty, as someone who's setup multiple business in the past one of the most underestimated parts are the admin part (tax, legal, accounting etc...) Yes we drop the large corp bureaucracy, yet its replaced with this. In the end if you are in love with the problem you and your team are solving all this makes it worth it. Good luck Allie K. Miller

Mark R.

Former CEO | SMB Growth specialist | Consultant | Telecom Security analyst and writter | Rural Broadband Advocate | Telecom Partnership Facilitator | Podcast Host | Conference/Trade Show Interviewer | OIF/OEF Veteran

2w

Best part of running your own company... getting to wear the sweetest of sweet glasses while at a tech conference 😂...

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Claire Farwell

AI Strategy & Ethics Expert | Transforming Business with AI Solutions | Empowering AI Innovation

2w

I can so empathise! Being my own boss too, sometimes I don't listen to me and don't know when to take a break!

John Gnotek

Communications, Media & Technology Consultant at Cognizant

2w

I started as an apprentice in an advertising design studio at the end of the madmen era, simultaneously building a freelance business on the side. When the freelance work got juicier and more lucrative than my job I switched to that full time. I had a freelance business for 20 years before getting a “job.” It allowed me a most flexible schedule and in part to be a part of two daughter’s growing up. However, I did work a lot, sometimes 24 hours a day (even when sleeping). But I also had some fantastic clients such as Holley Performace Products launching, growing, and maintaining their website for 8 years before it went in-house. And lots of other projects, always fortunate to be on the bleeding edge of technology. Then my wife got pregnant in her early-mid 40s shortly after starting a career at Ford Motor Co. I became the stay at home parent working part time for a few years before my youngest daughter would demand all my time. “Play with me… let’s go to the park… let’s go to the beach… let’s go to all the beaches…” I just did a couple of personal projects at this point—a virtual art gallery, and a couple live Web TV shows. When my daughter started school full time I didn’t care to start a business all over again, so I got a job

Gene Estill

Senior Sales Engineer for G and F Manufacturing Co., Inc.

1w

After 22 years of owning 3 small businesses, from what I can tell from your posts, the only couple of recommendations I have for you is: 1.) Pace yourself. It’s not a sprint, it’s a marathon. Simple. Right? No, this took me many years to learn. Everyone has their limits. Take care of yourself. Whatever that may be (sleep, working out, eating healthy, routine Doctor visits, etc.). If you don’t, everything you’ve worked so hard for can be for naught. 2.) Cash flow, cash flow, cash flow. Make sure you have enough cash in hand to pay your incoming bills and taxes on time. Don’t be afraid to say “No” to customers who don’t pay you under your basic terms. They can weigh your heavy burden to your cash flow. Establish good relationships with your bank, your vendors (especially their A/R Department) and your customers (coincidentally their A/P Department). Those relationships will be very valuable in times of financial uncertainty. I am going to add another recommendation; 3.) NEVER! NEVER! NEVER! Give up more than 49% ownership of your company. Keep 51% for yourself. It’s your baby! I learned this the hard way. Never give your baby to anyone! No one will take care of your baby as you do. Otherwise, that’s it! Enjoy!

Jess Sweetin

Driving demand generation since the last generation.

2w

After being given an ultimatum to switch from demand generation to product marketing or lose my job, I decided in February 2023 that it was time to start my own digital marketing company. I knew I would do it eventually, but this push was what I needed to take the leap. Here's what I've learned: • Scope Creep is Real: As a people pleaser, I often did more than the client-approved scope. I can't count the hours I gave away trying to prove my worth. I realized that saying, "I would love to do that for you! I'll add it to our scope and get your approval prior to starting," helped manage expectations and scope effectively. • Focus on Core Services: Offering every marketing service to attract more clients led to subpar work. I couldn't excel at everything. After listening to an April Dunford podcast on this topic, I narrowed my services to website optimization, SEO, and PPC. I also hired a PPC contractor who excels at optimizing campaigns. Additionally, I learned that not all clients are a good fit, and that's okay. • My schedule, my choice: Managing my calendar has allowed me to spend more time with my 5-year-old son than I ever imagined. This flexibility makes everything 100% worth it.

Eric M.

Senior software engineer and computer science tutor | Simplifying Complex Concepts in Programming and Math for High School, University and Adult Learners

2w

This isn't meant to minimize your journey just a bit of a devil's advocate point. We all herald the people that leave high paying roles to pursue their dreams. But as someone who myself is relatively financially stable, I realize that having high paying jobs can help you cushion your savings accounts and such with extra income to allow you to make it less risky to pursue your dreams. To me the most risky thing of all would actually be to leave a low paying job to pursue your dreams. And I don't recommend it if you have little money to fall back on.

Best decision of my life. Not one dull day. Every day is full of action. Its was daunting in the beginning. You soon get addicted to it. Mountain that you will climb will leave beautiful scars that are like medals:) It is like being in a gym building newer muscles everyday to get to your best version. Have dreams and vision and pursue them but make sure to enjoy every single day. Life as a corporate can be daunting too especially in a leadership role. We choose our daunting. Whatever makes your happy.

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